HRID876591

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID15908

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide

C8H17N3

结构：CC(=O)O[C@@H](C(=O)O)[C@H]1OCCN(c2ccc3c(c2)C(=O)N(C)C3)C1=O

HCID58181678

未命名化合物

HCID178514212

未命名化合物

PRODUCTS

生成物

结构：CC(=O)O[C@@H](C(=O)Nc1ccc(-c2noc(=O)[nH]2)cc1)[C@H]1OCCN(c2ccc3c(c2)C(=O)N(C)C3)C1=O

HCID136209283

未命名化合物

收率 52.1%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6342

Acetonitrile

C2H3N

PROCEDURE

实验过程

To a solution of compound 70-4 (40 mg) in CH3CN (1 mL) at 0° C. was added 4-(5-oxo-4,5-dihydro-[1,2,4]oxadiazol-3-yl)-phenyl amide (21 mg) followed by EDCI (25 mg). The reaction mixture was warmed to rt and stirred for 72 h. The mixture was concentrated under reduced pressure and placed under high vacuum. The crude material was purified by reverse phase HPLC using a C18 column and a gradient of (89.95:9.95:0.1 H2O:MeCN:HCO2H to 9.95:89.95:0.1 H2O:MeCN:HCO2H) to afford compound 70-5 (30 mg) as a white solid. LC-MS: M+H=522.

WORKUP

后处理

concentrationThe mixture was concentrated under reduced pressure
customThe crude material was purified by reverse phase HPLC

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-27daf496f14d40679d140c39c0b58004
来源数据集: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08987242B2
来源说明: uspto-grants-2015_03

反应 SMILES

[C:1]([O:4][C@H:5]([C@H:9]1[O:14][CH2:13][CH2:12][N:11]([C:15]2[CH:16]=[C:17]3[C:21](=[CH:22][CH:23]=2)[CH2:20][N:19]([CH3:24])[C:18]3=[O:25])[C:10]1=[O:26])[C:6](O)=[O:7])(=[O:3])[CH3:2].[O:27]=[C:28]1[O:32][N:31]=[C:30]([C:33]2[CH:38]=[CH:37][C:36]([NH-:39])=[CH:35][CH:34]=2)[NH:29]1.CCN=C=NCCCN(C)C>CC#N>[C:1]([O:4][C@H:5]([C@H:9]1[O:14][CH2:13][CH2:12][N:11]([C:15]2[CH:16]=[C:17]3[C:21](=[CH:22][CH:23]=2)[CH2:20][N:19]([CH3:24])[C:18]3=[O:25])[C:10]1=[O:26])[C:6](=[O:7])[NH:39][C:36]1[CH:35]=[CH:34][C:33]([C:30]2[NH:29][C:28](=[O:27])[O:32][N:31]=2)=[CH:38][CH:37]=1)(=[O:3])[CH3:2]